(+)-(4S,5R)-4-hydroxy-5-(3'-hydroxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone

Base Information

Chemical Name:(+)-(4S,5R)-4-hydroxy-5-(3'-hydroxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone
CAS No.:254730-10-4
Molecular Formula:C₁₅H₂₁NO₄
Molecular Weight:279.336
Hs Code.:

Synonyms:(+)-(4S,5R)-4-hydroxy-5-(3'-hydroxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone

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Chemical Property of (+)-(4S,5R)-4-hydroxy-5-(3'-hydroxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone

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Technology Process of (+)-(4S,5R)-4-hydroxy-5-(3'-hydroxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone

There total 5 articles about (+)-(4S,5R)-4-hydroxy-5-(3'-hydroxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 254730-09-1
(+)-(4S,5R)-4-benzyloxy-5-(3'-benzyloxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone

: 254730-10-4
(+)-(4S,5R)-4-hydroxy-5-(3'-hydroxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 78h; under 760 Torr;
DOI:10.1016/S0957-4166(99)00395-X

Reference yield:

: 174874-82-9
acetic acid (3S)-1-(4-methoxy-benzyl)-2,5-dioxo-pyrrolidin-3-yl ester

: 254730-10-4
(+)-(4S,5R)-4-hydroxy-5-(3'-hydroxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / AcCl; EtOH / 5 h / 50 °C

2: 94 percent / Ag₂O / diethyl ether / 48 h / 20 °C

3: 90 percent / tetrahydrofuran; diethyl ether / 2 h / 0 °C

4: 68 percent / Et₃SiH; BF₃*Et₂O / CH₂Cl₂ / 6 h / -78 °C

5: 80 percent / H₂ / 10 percent Pd/C / aq. ethanol / 78 h / 20 °C / 760 Torr

With triethylsilane; ethanol; boron trifluoride diethyl etherate; hydrogen; acetyl chloride; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1: Deacetylation / 2: Substitution / 3: Grignard reaction / 4: Reduction / 5: Hydrogenolysis;
DOI:10.1016/S0957-4166(99)00395-X

Reference yield:

: 254730-06-8
(S)-4-hydroxy-1-(4-methoxybenzyl)-2,5-pyrrolidinedione

: 254730-10-4
(+)-(4S,5R)-4-hydroxy-5-(3'-hydroxypropyl)-1-(4-methoxybenzyl)-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / Ag₂O / diethyl ether / 48 h / 20 °C

2: 90 percent / tetrahydrofuran; diethyl ether / 2 h / 0 °C

3: 68 percent / Et₃SiH; BF₃*Et₂O / CH₂Cl₂ / 6 h / -78 °C

4: 80 percent / H₂ / 10 percent Pd/C / aq. ethanol / 78 h / 20 °C / 760 Torr

With triethylsilane; boron trifluoride diethyl etherate; hydrogen; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1: Substitution / 2: Grignard reaction / 3: Reduction / 4: Hydrogenolysis;
DOI:10.1016/S0957-4166(99)00395-X